US4725282A - Oxidative hair dyeing composition based upon a carrier of low viscosity - Google Patents
Oxidative hair dyeing composition based upon a carrier of low viscosity Download PDFInfo
- Publication number
- US4725282A US4725282A US06/817,851 US81785185A US4725282A US 4725282 A US4725282 A US 4725282A US 81785185 A US81785185 A US 81785185A US 4725282 A US4725282 A US 4725282A
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- US
- United States
- Prior art keywords
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- composition
- hair
- alcohol
- amino
- Prior art date
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- Expired - Fee Related
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- 239000000203 mixture Substances 0.000 title claims abstract description 99
- 210000004209 hair Anatomy 0.000 title claims abstract description 89
- 238000004043 dyeing Methods 0.000 title claims abstract description 52
- 230000001590 oxidative effect Effects 0.000 title claims abstract description 21
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000002253 acid Substances 0.000 claims abstract description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229910021529 ammonia Inorganic materials 0.000 claims abstract description 11
- GUQPDKHHVFLXHS-UHFFFAOYSA-M sodium;2-(2-dodecoxyethoxy)ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOS([O-])(=O)=O GUQPDKHHVFLXHS-UHFFFAOYSA-M 0.000 claims abstract description 11
- 150000001408 amides Chemical class 0.000 claims abstract description 9
- 235000019864 coconut oil Nutrition 0.000 claims abstract description 9
- 239000003240 coconut oil Substances 0.000 claims abstract description 9
- 239000004166 Lanolin Substances 0.000 claims abstract description 8
- 235000019388 lanolin Nutrition 0.000 claims abstract description 8
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910017053 inorganic salt Inorganic materials 0.000 claims abstract description 7
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 claims abstract description 6
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims abstract description 5
- 229910001385 heavy metal Inorganic materials 0.000 claims abstract description 5
- 239000003921 oil Substances 0.000 claims abstract description 5
- 235000019198 oils Nutrition 0.000 claims abstract description 5
- 239000002304 perfume Substances 0.000 claims abstract description 5
- 239000000975 dye Substances 0.000 claims description 32
- 239000000126 substance Substances 0.000 claims description 24
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 8
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 claims description 6
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 5
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims description 4
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 claims description 4
- 235000010265 sodium sulphite Nutrition 0.000 claims description 4
- FBMQNRKSAWNXBT-UHFFFAOYSA-N 1,4-diaminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(N)=CC=C2N FBMQNRKSAWNXBT-UHFFFAOYSA-N 0.000 claims description 3
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 3
- 229940075142 2,5-diaminotoluene Drugs 0.000 claims description 3
- OBCSAIDCZQSFQH-UHFFFAOYSA-N 2-methyl-1,4-phenylenediamine Chemical compound CC1=CC(N)=CC=C1N OBCSAIDCZQSFQH-UHFFFAOYSA-N 0.000 claims description 3
- ZTMADXFOCUXMJE-UHFFFAOYSA-N 2-methylbenzene-1,3-diol Chemical compound CC1=C(O)C=CC=C1O ZTMADXFOCUXMJE-UHFFFAOYSA-N 0.000 claims description 3
- JQVAPEJNIZULEK-UHFFFAOYSA-N 4-chlorobenzene-1,3-diol Chemical compound OC1=CC=C(Cl)C(O)=C1 JQVAPEJNIZULEK-UHFFFAOYSA-N 0.000 claims description 3
- JSFUMBWFPQSADC-UHFFFAOYSA-N Disperse Blue 1 Chemical compound O=C1C2=C(N)C=CC(N)=C2C(=O)C2=C1C(N)=CC=C2N JSFUMBWFPQSADC-UHFFFAOYSA-N 0.000 claims description 3
- LUSZGTFNYDARNI-UHFFFAOYSA-N Sesamol Chemical compound OC1=CC=C2OCOC2=C1 LUSZGTFNYDARNI-UHFFFAOYSA-N 0.000 claims description 3
- AQXYVFBSOOBBQV-UHFFFAOYSA-N 1-amino-4-hydroxyanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC=C2N AQXYVFBSOOBBQV-UHFFFAOYSA-N 0.000 claims description 2
- VLZVIIYRNMWPSN-UHFFFAOYSA-N 2-Amino-4-nitrophenol Chemical compound NC1=CC([N+]([O-])=O)=CC=C1O VLZVIIYRNMWPSN-UHFFFAOYSA-N 0.000 claims description 2
- KJTXCKZBFHBRQT-UHFFFAOYSA-N 2-amino-5-ethoxyphenol Chemical compound CCOC1=CC=C(N)C(O)=C1 KJTXCKZBFHBRQT-UHFFFAOYSA-N 0.000 claims description 2
- HCPJEHJGFKWRFM-UHFFFAOYSA-N 2-amino-5-methylphenol Chemical compound CC1=CC=C(N)C(O)=C1 HCPJEHJGFKWRFM-UHFFFAOYSA-N 0.000 claims description 2
- ALQKEYVDQYGZDN-UHFFFAOYSA-N 2-amino-6-methylphenol Chemical compound CC1=CC=CC(N)=C1O ALQKEYVDQYGZDN-UHFFFAOYSA-N 0.000 claims description 2
- DPJCXCZTLWNFOH-UHFFFAOYSA-N 2-nitroaniline Chemical compound NC1=CC=CC=C1[N+]([O-])=O DPJCXCZTLWNFOH-UHFFFAOYSA-N 0.000 claims description 2
- VCLNIXJTTWBWQO-UHFFFAOYSA-N 2-propylpyridine-3,5-diamine Chemical compound CCCC1=NC=C(N)C=C1N VCLNIXJTTWBWQO-UHFFFAOYSA-N 0.000 claims description 2
- 229940018563 3-aminophenol Drugs 0.000 claims description 2
- GRLQBYQELUWBIO-UHFFFAOYSA-N 4,6-dichlorobenzene-1,3-diol Chemical compound OC1=CC(O)=C(Cl)C=C1Cl GRLQBYQELUWBIO-UHFFFAOYSA-N 0.000 claims description 2
- XRMTWJAJYBZYLZ-UHFFFAOYSA-N 4-(1-hydroxyethoxy)benzene-1,3-diol Chemical compound CC(O)OC1=CC=C(O)C=C1O XRMTWJAJYBZYLZ-UHFFFAOYSA-N 0.000 claims description 2
- AXDJCCTWPBKUKL-UHFFFAOYSA-N 4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydron;chloride Chemical compound Cl.C1=CC(=N)C(C)=CC1=C(C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 AXDJCCTWPBKUKL-UHFFFAOYSA-N 0.000 claims description 2
- QGNGOGOOPUYKMC-UHFFFAOYSA-N 4-hydroxy-6-methylaniline Chemical compound CC1=CC(O)=CC=C1N QGNGOGOOPUYKMC-UHFFFAOYSA-N 0.000 claims description 2
- DBFYESDCPWWCHN-UHFFFAOYSA-N 5-amino-2-methylphenol Chemical compound CC1=CC=C(N)C=C1O DBFYESDCPWWCHN-UHFFFAOYSA-N 0.000 claims description 2
- QXYMVUZOGFVPGH-UHFFFAOYSA-N picramic acid Chemical compound NC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O QXYMVUZOGFVPGH-UHFFFAOYSA-N 0.000 claims description 2
- BHZRJJOHZFYXTO-UHFFFAOYSA-L potassium sulfite Chemical compound [K+].[K+].[O-]S([O-])=O BHZRJJOHZFYXTO-UHFFFAOYSA-L 0.000 claims description 2
- 235000019252 potassium sulphite Nutrition 0.000 claims description 2
- PZRKPUQWIFJRKZ-UHFFFAOYSA-N pyrimidine-2,4,5,6-tetramine Chemical compound NC1=NC(N)=C(N)C(N)=N1 PZRKPUQWIFJRKZ-UHFFFAOYSA-N 0.000 claims description 2
- NKNCGBHPGCHYCQ-UHFFFAOYSA-N (2,5-diaminophenyl)methanol Chemical compound NC1=CC=C(N)C(CO)=C1 NKNCGBHPGCHYCQ-UHFFFAOYSA-N 0.000 claims 1
- DAGCJJZWDAVKRE-UHFFFAOYSA-N 2-(4-amino-3-nitroanilino)ethanol Chemical compound NC1=CC=C(NCCO)C=C1[N+]([O-])=O DAGCJJZWDAVKRE-UHFFFAOYSA-N 0.000 claims 1
- HGUYBLVGLMAUFF-UHFFFAOYSA-N 2-methoxybenzene-1,4-diamine Chemical compound COC1=CC(N)=CC=C1N HGUYBLVGLMAUFF-UHFFFAOYSA-N 0.000 claims 1
- GPJJASIJVRXZFI-UHFFFAOYSA-N 4-methoxybenzene-1,3-diol Chemical compound COC1=CC=C(O)C=C1O GPJJASIJVRXZFI-UHFFFAOYSA-N 0.000 claims 1
- 238000004040 coloring Methods 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract description 9
- 239000003792 electrolyte Substances 0.000 abstract description 4
- 238000009499 grossing Methods 0.000 abstract description 2
- 230000008719 thickening Effects 0.000 abstract description 2
- -1 p-substituted benzene Chemical class 0.000 description 10
- 239000007864 aqueous solution Substances 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- GGNQRNBDZQJCCN-UHFFFAOYSA-N hydroxyhydroquinone Natural products OC1=CC=C(O)C(O)=C1 GGNQRNBDZQJCCN-UHFFFAOYSA-N 0.000 description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000005191 phase separation Methods 0.000 description 3
- XGNXYCFREOZBOL-UHFFFAOYSA-N 1,3-benzodioxol-5-amine Chemical compound NC1=CC=C2OCOC2=C1 XGNXYCFREOZBOL-UHFFFAOYSA-N 0.000 description 2
- KZTWOUOZKZQDMN-UHFFFAOYSA-N 2,5-diaminotoluene sulfate Chemical compound OS(O)(=O)=O.CC1=CC(N)=CC=C1N KZTWOUOZKZQDMN-UHFFFAOYSA-N 0.000 description 2
- 229940075147 2,5-diaminotoluene sulfate Drugs 0.000 description 2
- QLIBJPGWWSHWBF-UHFFFAOYSA-N 2-aminoethyl methacrylate Chemical compound CC(=C)C(=O)OCCN QLIBJPGWWSHWBF-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000013065 commercial product Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- ICVRBKCRXNVOJC-UHFFFAOYSA-N 1-amino-4-(methylamino)anthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(N)=CC=C2NC ICVRBKCRXNVOJC-UHFFFAOYSA-N 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- KWSVXCAQFTWTEF-UHFFFAOYSA-N 2-(2,5-diaminophenyl)ethanol Chemical compound NC1=CC=C(N)C(CCO)=C1 KWSVXCAQFTWTEF-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- BOTGCZBEERTTDQ-UHFFFAOYSA-N 4-Methoxy-1-naphthol Chemical compound C1=CC=C2C(OC)=CC=C(O)C2=C1 BOTGCZBEERTTDQ-UHFFFAOYSA-N 0.000 description 1
- NLMQHXUGJIAKTH-UHFFFAOYSA-N 4-hydroxyindole Chemical compound OC1=CC=CC2=C1C=CN2 NLMQHXUGJIAKTH-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 229950011260 betanaphthol Drugs 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000000368 destabilizing effect Effects 0.000 description 1
- 230000003745 detangling effect Effects 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- 238000009967 direct dyeing Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 150000002193 fatty amides Chemical class 0.000 description 1
- 239000000118 hair dye Substances 0.000 description 1
- UBHWBODXJBSFLH-UHFFFAOYSA-N hexadecan-1-ol;octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO.CCCCCCCCCCCCCCCCCCO UBHWBODXJBSFLH-UHFFFAOYSA-N 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229940018564 m-phenylenediamine Drugs 0.000 description 1
- 150000004988 m-phenylenediamines Chemical class 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 239000001005 nitro dye Substances 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- CFJYNSNXFXLKNS-UHFFFAOYSA-N p-menthane Chemical compound CC(C)C1CCC(C)CC1 CFJYNSNXFXLKNS-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Inorganic materials [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/20—Halogens; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/23—Sulfur; Selenium; Tellurium; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/925—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of animal origin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/51—Chelating agents
Definitions
- Oxidative hair dyeing compositions in form of cremes have presently reached a particular importance.
- Such hair dyeing compositions generally contain as the most important oxidative dyes p-substituted benzene derivatives like, for example, 1,4-diaminobenzene, 2,5-diaminotoluene, p-aminophenol and 2,5-diaminibenzyl alcohol. They are called developing substances.
- the developing substances must be used in combination with suitable coupler substances.
- coupler substances In particular, certain m-substituted benzol derivatives or certain pyridine derivatives are used as coupler substances.
- customary coupler substances are resocino 1,4-chlororesorcinol, 4-hydroxy-1,2-methylene dioxybenzene, 4-amino-1,2-methylene dioxy benzene, 2-methyl resorcinol, 2,4-dihydroxy phenol ether, 4-hydroxy indole, 1-naphthol, m-aminophenole, m-phenylene diamine and m-phenylene diamine derivatives.
- Customary oxidative hair dyeing compositions are alkaline adjusted, preferably by adding ammonia or monoethanol amine.
- the developing substances and coupler substances are very often present in form of their chlorides or sulfates, whereby the corresponding ammonium salts are formed after adding ammonia. These salts act against the forming of emulsion and reduce their stability in creme like oxidative hair dyeing compositions together with the developers,the couplers and, if need be, the direct dyeing dye substances contained therein. In particular in dark dye rich hair dyeing compositions there is always the danger of an emulsion separation.
- fatty alcohols and fatty amides are used in the aforedescribed customary hair dyeing compositions for increasing the viscosity.
- these thickeners In order to obtain a good emulsion stability these thickeners must be used in high concentrations of about 15 to 30% by weight.
- Oxethylized fatty alcohols, fatty alcohol sulfates and oxethylized fatty alcohol sulfates are used as emulsifiers in customary creme like hair dyeing compositions.
- the viscosity of the hair dyeing compositions are high, these compositions are hard to distribute in hair. Therefore, they usually have to be applied with a brush. Therefore, the application onto the hair with the assistance of an emulsion test flask and thereby an application by the customer himself is not possible. Due to the high viscosity, which still increases due to the partial evaporation of liquid during the dyeing treatment, the complete rinsing after the hair dyeing treatment is made more difficult so that a subsequent hair washing is indispensable.
- the creme like oxidative hair dyeing composition is admixed with an aqueous hydrogen peroxide solution, for example, a 6% H 2 O 2 -solution, customarily at a ratio of 1:1.
- an aqueous hydrogen peroxide solution for example, a 6% H 2 O 2 -solution
- the hydrogen peroxide solution may be present as a clear or a turbid solution, whereby a latex dispersion is used as a turbidity substance, for example.
- a further disadvantage of customarily highly viscous hair dyeing compositions consists in that its viscosity increases during storage,so that the removal from the tube is made more difficult and that the admixing with the hydrogen peroxide solution requires more time.
- novel low viscous oxidative hair dyeing compositions can be made with considerably improved characteristics, wherein the addition of dyes and electrolytes does not act destabilizing on the emulsion, but in contrast thereto acts in a stabilizing manner with respect to preventing of a phase separation as well as maintaining the adjusted viscosity during storage.
- the aforementioned percentage data relate always to the total amount of the oxidative hair dyeing composition.
- the preferred amounts are 1.0 to 3.0% by weight, particularly preferred is 2.5% by weight.
- the sodium lauryl alcohol diglycol ether sulfate is contained preferably in an amount of 2.0 to 3.5% by weight and particularly preferred in an amount of 2.8% by weight.
- the coconut oil acid diethanol amide is contained preferably in an amount of 2.0 to 4.0% by weight, in particular 3.0% by weight.
- the component (d), which in furtherance is called a wax mixture, is contained preferably in an amount of 10.0 to 14.0% by weight and particularly preferred in an amount of 12% by weight.
- the water content of the carrier is at 56 to 83% by weight and is preferably about 60 to 70% by weight.
- the quaternized homopolymerisate of dimethyl aminoethyl methacylate which is quaternized preferably at 75, for example, with dimethyl sulfate, should be contained in particular in an amount of 0.1 to 0.5% by weight and particularly preferred in an amount of 0.25% by weight.
- the carrier of the composition in accordance with the invention is adjusted to a pH-value of about 8.0 to 11.5 by a content of about 0.1 to 5.0% by weight ammonia.
- ammonium-, sodium- or potassium sulfite, sulfate-or-chloride are considered as pysiologically harmless water soluble inorganic salts, whereby the total amount of of these salts contained in the composition is preferably 1.0 to 3.0% by weight.
- the sodium lauryl alcohol diglycol ether sulfate may be present in form of a commercially available 28% aqueous solution.
- suitable cetyl stearyl alcohols are the commercial products Lanette W® and Lanette O of Firma Henkel, Dusseldorf.
- a suitable glycerin-mono-di-stearate one can use one with a 30° to 35° by weight monoester content (for example, commercial product Tegin® of Firma Goldschmidt, Essen, Germany).
- Tegin® of Firma Goldschmidt, Essen, Germany.
- a commercially available quaternized homopolymerisate of dimethyl aminoethyl methacrylate we would like to mention the commercial product PLEX 7525 of Firma Rohm, Darmstadt.
- the oxidative hair dyeing compositions may contain as aliphatic alcohol, for example, ethanol or isopropanol in an amount of up to 5% by weight as well as complex formers for heavy metals, for example, ethylene diamine tetraacetate and nitrilo-triacetic acid in an amount of up to 0.5% by weight.
- Perfume oils may be contained in the compositions in an amount of about 1% by weight.
- the dye mixture contained in the oxidative hair dyeing compositions consists of at least one coupler substance and at least one developing substance and, if need be in addition with selfcoupling dye presteps and dyes which can be directly applied on the hair.
- the developing and coupler substances are used in the hair dyeing agents as such or in form of their physiologically harmless salts with inorganic or organic acids as, for example, as a chloride, sulfate, phosphate, acetate, propionate, lactate or citrate.
- the coupler substances are generally used in about equimolar amounts with respect to the employed developing substances. Even if the equimolar use is advantageous, it is not disadvantageous if the coupler substances are used with a certain excess or in a lesser amount. Furthermore, it is not required that the developing components and the coupler components represent uniform products, on the contrary, the developing component may represent a mixture of known developing substances as well as the coupler component may be a mixture of known coupler substances.
- the hair dyeing composition contain as known coupler substances, in particular, 2-naphthol, 4-methoxy-1-naphthol, resorcinol, 4-chlororesorcinol, 4,6-dichlororesorcinol,2-methyl resorcinol, m-aminophenol,4-hydroxy-1,2-methylene dioxybenzene, 4-amino-1,2-methylene dioxybenzene,4-( ⁇ -hydroxyethylamino)-1,2-methylene dioxy benzene and 5-amino-2-methylphenol.
- coupler substances are, for example, 2,4-dihydroxy phenol ether like 2,4-dihydroxy anisol and 2,4-dihydroxy phenoxy ethanol.
- 1,4-diaminobenzene 2,5-diaminotoluene, 2,5-diaminoanisol,2,5-aminobenzyl alcohol, 3-methyl-4-aminophenol, 2-( ⁇ -hydroxyethyl)-1,4-diaminobenzene, tetraaminopyrimidine and 4-aminophenol are considered as a constituent of the hair dyeing compositions in accordance with the invention.
- the total amount of the developing substance-coupler substance combination contained in the described hair dyeing compositions should be about 0.1 to 5.0% by weight, in particular 0.5 to 5.0% by weight.
- customary directly applied dyes for example, tripenyl menthane dyes like Diamond Fuchsin (C.I.42 510) and Leather Ruby HF (C.I. 42 520), aromatic nitro dyes like 2-amino-4,6-dinitro-phenol, 2-nitro-4-( ⁇ -hydroxyethylamino)anilin,2-N- ⁇ , ⁇ -dihydroxypropylamino-5-(N-methyl,N-hydroxyethyl) amino-nitrobenzene and 2-amino-4-nitrophenol, azo dyes like Acid Brown 4 (C.I. 14 805) and Acid Blue 135 (C.I.
- anthraquinone dyes like Disperse Violet 4 (C.I.61 105), Disperse Blue 1 (C.I. 64 500), Disperse Red 15 (C.I. 60 710), Disperse Violet 1 (C.I. 61 100), moreover 1,4,5,8-tetra amino anthraquinone and 1,4-diamino anthraquinone.
- the hair dyeing composition may in furtherance contain selfcoupling dye presteps like, for example, 2-amino-5-methyl phenol, 2-amino-6-methyl phenol, 2-amino-5-ethoxyphenol or also 2-propyl amino-5-aminopyridine.
- selfcoupling dye presteps like, for example, 2-amino-5-methyl phenol, 2-amino-6-methyl phenol, 2-amino-5-ethoxyphenol or also 2-propyl amino-5-aminopyridine.
- the total amount of the dye mixture in the compositions described here are about 0.1 to 5.0% by weight, preferably 0.5. to 5.0% by weight.
- the oxidative hair dyeing composition in accordance with the invention represents a mixture from the carrier and the dye mixture.
- Mainly hydrogen peroxide is considered as the oxidative substance for developing the hair dyeing, for example, as a 6% aqueous solution or their addition compounds of urea, melamine or sodium borate.
- the hair dyeing composition in accordance with the invention is very easiiy and quickly miscible with the hydrogen peroxide solution due to the relatively low viscosity of the hair dyeing composition which is about 400 to 4000, preferably 1000, mPa.s at 30° C. (measured with the viscous scale of Haake with Stab II and a superimposed layer weight of 20 gram), whereby the hair dyeing composition does not have to be homogenized, as well as due to the high wetting agent content (sodium lauryl alcohol diglycol ether sulfate). It is applied to the hair to be dyed, after mixing, either with a brush or preferably with the application bottle.
- the hair dyeing composition described acts in a detangling and smoothing manner on the hair, whereby a distribution of the composition in the hair is also facilitated.
- the generally porous hair is simultaneously untangled and receives a comfortable smooth touch, so that it can be very well combed without any additional use of a caring agent or a hair rinsing.
- compositions have the surprising characteristic that they result in the same end viscosity independent from the type and quantity of the dye or electrolyte addition contained therein. Thereby, it is possible to use the same carrier for all color shades of a hair dyeing series. This considerably facilitates the making of a hair dyeing series.
- the carrier In creme like oxidative hair dyeing compositions in accordance with the state of the art the carrier must be different for the given color shades. For example, in dark shades of commercially available creme hair dyes the content of thickener agents is higher than in lighter dye shades.
- 40 g of the creme like hair dyeing composition in accordance with example 1 or 2 are admixed with 40 g of a customary 6% aqueous hydrogen peroxide solution. The complete admixture is performed in a few seconds.
- the mixture is applied to the gray hair aftergrowth of black dyed gray hair which 6 weeks before had been dyed. After a reaction time of 20 minutes at 45° C. the hair dyeing mixture is distributed to the length and the tips of the hair by means of combing. Due to the easy distributibility of the composition in accordance with the invention this is performed quicly and with the greatest possible hair protection. The mixture remains for reaction for a few further minutes at room temperature. Finally, the hair dyeing mixture is rinsed out of the hair with warm water, whereby the hair is not aftershampooned.
- the hair which had been treated in this manner is uniformly dyed black from the base to the tips of the hair.
- the hair is very well combable in the wet condition as well as in the dry condition and is well fixable. Moreover, it has a comfortable touch. No residues of the dye mixture are noticeable in the hair.
- the hair dyeing composition in accordance with example 1 and 2 do not change their viscosity in the temperature range of 5° to 40° C., even after a long storage time. A phase separation can also not be seen.
- the hair is uniformly dyed blond and has all the advantageous characteristic as stated heretofore with respect to the examples 1 and 2.
- the compositions in accordance with example 3 and 4 do not change their viscosity during a long storage time and also do not have a phase separation.
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Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3423589 | 1984-06-27 | ||
DE19843423589 DE3423589A1 (de) | 1984-06-27 | 1984-06-27 | Oxidationshaarfaerbemittel auf basis einer niedrigviskosen traegermasse |
CN85103112A CN85103112B (zh) | 1984-06-27 | 1985-04-24 | 以低粘度载体物质为基础的氧化染发剂 |
Publications (1)
Publication Number | Publication Date |
---|---|
US4725282A true US4725282A (en) | 1988-02-16 |
Family
ID=25741587
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US06/817,851 Expired - Fee Related US4725282A (en) | 1984-06-27 | 1985-04-15 | Oxidative hair dyeing composition based upon a carrier of low viscosity |
Country Status (11)
Country | Link |
---|---|
US (1) | US4725282A (d) |
EP (1) | EP0166100B1 (d) |
JP (1) | JPS61502531A (d) |
CN (1) | CN85103112B (d) |
AU (1) | AU579633B2 (d) |
BR (1) | BR8506791A (d) |
CA (1) | CA1254833A (d) |
DE (2) | DE3423589A1 (d) |
GR (1) | GR851577B (d) |
MX (1) | MX161858A (d) |
WO (1) | WO1986000223A1 (d) |
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US4834971A (en) * | 1986-08-16 | 1989-05-30 | Henkel Kommanditgesellschaft Auf Aktien | Hair permanent-waving method and aftertreatment composition |
US4975093A (en) * | 1988-07-23 | 1990-12-04 | Wella Aktiengesellschaft | Hair dyeing compositions containing 2,6-dinitro-phenol-derivatives |
DE4103292A1 (de) * | 1991-02-04 | 1992-09-03 | Goldwell Ag | Haarfaerbemittel |
US5344463A (en) * | 1993-05-17 | 1994-09-06 | Clairol, Inc. | Hair dye compositions and methods utilizing 2-substituted-1-naphthol couplers |
US5403357A (en) * | 1991-04-17 | 1995-04-04 | Yamahatsu Sangyo Kaisha, Ltd. | Hair coloring composition containing stearate derivatives as drying inhibitors |
US5480459A (en) * | 1992-05-18 | 1996-01-02 | Wella Aktiengesellschaft | Oxidative hair dye based on a creamlike carrier composition as well as process for the dyeing of hair |
US5560750A (en) * | 1990-05-08 | 1996-10-01 | Preemptive Advertising, Inc. | Compositions and methods for altering the color of hair |
US5752983A (en) * | 1995-01-20 | 1998-05-19 | L'oreal | Composition for oxidation dyeing of keratinous fibres comprising an oxidation base, a coupler, and 4-hydroxyindole as coupler and dyeing process with this composition |
US20050125912A1 (en) * | 2001-12-21 | 2005-06-16 | Patricia Desenne | Dyeing composition for keratinous fibers comprising an oxyethylene rapeseed fatty acid amide |
US20060277695A1 (en) * | 2003-12-17 | 2006-12-14 | Astrid Kleen | Caring oxidation coloring agent in a tube |
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US20090158533A1 (en) * | 2007-12-21 | 2009-06-25 | Leila Hercouet | Method for dyeing in the presence of at least one oxidizing agent and at least one organic amine, device for use thereof and ready-to-use composition |
US20090162309A1 (en) * | 2007-12-21 | 2009-06-25 | Leila Hercouet | Method for lightening human keratin fibers using at least one anhydrous composition, at least one organic amine, and at least one oxidizing agent, and device for use thereof |
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US20100154142A1 (en) * | 2008-12-19 | 2010-06-24 | Marie-Pascale Audousset | Composition for the oxidation dyeing of keratin fibers comprising at least one fatty substance and at least one N,N-bis(beta-hydroxyethyl)-para-phenylenediamine |
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US20100178264A1 (en) * | 2008-12-19 | 2010-07-15 | Hercouet Leila | Process for lightening or process for direct dyeing or oxidation dyeing of keratin fibers in the presence of at least one ammonium salt and device therefor |
US20100178263A1 (en) * | 2008-12-19 | 2010-07-15 | Simonet Frederic | Process for lightening keratin materials using an anhydrous composition comprising at least one fatty substance and at least one alkaline agent, and at least one oxidizing composition |
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US20100175203A1 (en) * | 2008-12-19 | 2010-07-15 | Marie-Pascale Audousset | Ready-to-use composition for the oxidation dyeing of keratin fibers comprising at least one fatty substance, at least one oxidation chosen from 4,5-diaminopyrazoles and acid addition salts thereof, at least one additional dye precursor other than the at least one oxidation base, at least one oxidizing agent, and optionally at least one alkaline agent, and processes and kits therewith |
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US20100180389A1 (en) * | 2008-12-19 | 2010-07-22 | Leila Hercouet | Composition comprising at least one fatty substance and at least one surfactant comprising ethylene oxide, dyeing or lightening process using it and devices therefor |
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US8114170B2 (en) | 2009-12-22 | 2012-02-14 | L'oreal S.A. | Agent for coloring and/or bleaching keratin fibers comprising composition (A), composition (B), at least one fat and at least one reductone |
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DE3610396A1 (de) * | 1986-03-27 | 1987-10-01 | Wella Ag | Mittel und verfahren zur oxidativen faerbung von haaren |
US5161553A (en) * | 1986-09-19 | 1992-11-10 | Clairol Incorporated | Process for simultaneously waving and coloring hair |
DE4005008C2 (de) * | 1990-02-19 | 1995-01-05 | Wella Ag | Oxidationshaarfärbemittel aus einer flüssigen Farbträgermasse und einer emulsionsförmigen, oxidationsmittelhaltigen Zusammensetzung und Verfahren zum oxidativen Färben von Haaren |
DE4316602A1 (de) * | 1993-05-18 | 1994-11-24 | Henkel Kgaa | Verwendung von Hydroxynaphthalinen in Färbemitteln |
WO1995009600A1 (en) * | 1993-10-01 | 1995-04-13 | The Procter & Gamble Company | Hair care compositions containing low melting point fatty alcohol and crosslinked polymeric thickener |
FR2715297B1 (fr) * | 1994-01-24 | 1996-02-23 | Oreal | Composition de teinture d'oxydation des fibres kératiniques comprenant un dérivé de paraphénylènediamine et un dérivé de métaaminophénol, et procédé de teinture utilisant une telle composition. |
FR2793408A1 (fr) * | 1999-05-10 | 2000-11-17 | Oreal | Procede de teinture d'oxydation en un seul temps des fibres keratiniques avec un 1-naphtol 4-substitue |
DE10007776A1 (de) * | 2000-02-21 | 2001-09-06 | Goldwell Gmbh | Haarfärbemittel |
FR2939645B1 (fr) * | 2008-12-12 | 2011-02-11 | Oreal | Procede de coloration capillaire a partir d'une composition comprenant au moins un orthodiphenol, un sel metallique, du peroxyde d'hydrogene et du (bi)carbonate |
FR2962032B1 (fr) * | 2009-12-23 | 2019-11-15 | L'oreal | Composition pour colorer les fibres keratiniques comprenant au moins un derive d'orthodiphenol, un agent oxydant, une argile et un agent alcalinisant |
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-
1984
- 1984-06-27 DE DE19843423589 patent/DE3423589A1/de not_active Withdrawn
-
1985
- 1985-04-15 AU AU42394/85A patent/AU579633B2/en not_active Ceased
- 1985-04-15 WO PCT/EP1985/000165 patent/WO1986000223A1/de unknown
- 1985-04-15 BR BR8506791A patent/BR8506791A/pt unknown
- 1985-04-15 EP EP85104563A patent/EP0166100B1/de not_active Expired
- 1985-04-15 US US06/817,851 patent/US4725282A/en not_active Expired - Fee Related
- 1985-04-15 JP JP60502018A patent/JPS61502531A/ja active Granted
- 1985-04-15 DE DE8585104563T patent/DE3567372D1/de not_active Expired
- 1985-04-24 CN CN85103112A patent/CN85103112B/zh not_active Expired
- 1985-05-13 CA CA000481419A patent/CA1254833A/en not_active Expired
- 1985-06-21 MX MX205733A patent/MX161858A/es unknown
- 1985-06-27 GR GR851577A patent/GR851577B/el unknown
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US4834971A (en) * | 1986-08-16 | 1989-05-30 | Henkel Kommanditgesellschaft Auf Aktien | Hair permanent-waving method and aftertreatment composition |
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US5560750A (en) * | 1990-05-08 | 1996-10-01 | Preemptive Advertising, Inc. | Compositions and methods for altering the color of hair |
DE4103292A1 (de) * | 1991-02-04 | 1992-09-03 | Goldwell Ag | Haarfaerbemittel |
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US20060277695A1 (en) * | 2003-12-17 | 2006-12-14 | Astrid Kleen | Caring oxidation coloring agent in a tube |
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US20060288496A1 (en) * | 2003-12-17 | 2006-12-28 | Astrid Kleen | Tinting agent in tubes |
US7244277B2 (en) | 2003-12-17 | 2007-07-17 | Henkel Kommanditgesellschaft Auf Aktien | Oxidation colorant in a tube |
US7247173B2 (en) | 2003-12-17 | 2007-07-24 | Henkel Kommandit Gesellschaft Auf Aktien | Tinting agent in tubes |
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US20090162309A1 (en) * | 2007-12-21 | 2009-06-25 | Leila Hercouet | Method for lightening human keratin fibers using at least one anhydrous composition, at least one organic amine, and at least one oxidizing agent, and device for use thereof |
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US20100158844A1 (en) * | 2008-12-19 | 2010-06-24 | Damarys Braida-Valerio | Oxidizing composition for the treatment of keratin fibers comprising at least one oil, atleast one fatty alcohol and at least one oxyalkylenated fatty alcohol |
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US20110158925A1 (en) * | 2009-12-22 | 2011-06-30 | Jean-Marc Ascione | Dyeing or lightening compositions comprising at least one fatty substance and at least one amphoteric polymer |
US20110155167A1 (en) * | 2009-12-22 | 2011-06-30 | Gautier Deconinck | Agent for dyeing and/or bleaching keratin fibers in two parts, comprising at least one fatty substance and at least one sequestrant |
Also Published As
Publication number | Publication date |
---|---|
JPH0212929B2 (d) | 1990-03-30 |
CN85103112A (zh) | 1986-10-22 |
AU4239485A (en) | 1986-01-24 |
WO1986000223A1 (en) | 1986-01-16 |
GR851577B (d) | 1985-11-25 |
JPS61502531A (ja) | 1986-11-06 |
EP0166100A1 (de) | 1986-01-02 |
DE3567372D1 (en) | 1989-02-16 |
CA1254833A (en) | 1989-05-30 |
BR8506791A (pt) | 1986-11-25 |
EP0166100B1 (de) | 1989-01-11 |
MX161858A (es) | 1991-01-29 |
CN85103112B (zh) | 1988-09-28 |
DE3423589A1 (de) | 1986-01-09 |
AU579633B2 (en) | 1988-12-01 |
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